RealtySource Red Bull's playoff games
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| B71 | Fri, Aug-17 | 6:00 pm | Caton's 2 | Ryatt United SC | 3 - 0 | Iron Duke FC |
| C71 | Fri, Aug-17 | 6:00 pm | Barr Homes 1 | Cataraqui III | 0 - 2 | Napanee FC II |
| C72 | Fri, Aug-17 | 6:00 pm | Woodbine 5 | Playtrium FC | 2 - 3 | AIC |
| B72* (f) | Sun, Aug-19 | 6:00 pm | CFB | CFB Kingston | 0 - 3 | Overtime FC |
| A71 | Mon, Aug-20 | 6:00 pm | Caton's 2 | Glenhaven United | 1 - 2 | The Keg FC |
| C73 | Mon, Aug-20 | 6:00 pm | Barr Homes 1 | JKL Rangers | 4 - 1 | Napanee FC II |
| C74 | Mon, Aug-20 | 6:00 pm | Barr Homes 2 | LCFC III Fanatics | 2 - 1 | AIC |
| C75 | Mon, Aug-20 | 6:00 pm | Italo Club | Frontenac United | 1 - 2 | Kingston Athletic |
| C76 | Mon, Aug-20 | 6:00 pm | W J Henderson | Loyal Oarsman | 1 - 1 | Azores Eagles |
| Penalty Kicks | (4 - 3) | |||||
| A72 | Mon, Aug-20 | 8:00 pm | W J Henderson | FC Vita Azzurri | 0 - 1 | Valhalla |
| B73* | Tue, Aug-21 | 6:00 pm | Barr Homes 1 | Cancoil Benfica | 4 - 3 | Overtime FC |
| B74 | Tue, Aug-21 | 6:00 pm | Woodbine 5 | Cataraqui II | 1 - 2 | Ryatt United SC |
| B76 | Tue, Aug-21 | 6:00 pm | Italo Club | Portsmouth Celtic FC | 0 - 4 | RealtySource Red Bull |
| B75 | Tue, Aug-21 | 8:00 pm | Woodbine 5 | Napanee FC I | 4 - 3 | Grizzly's |
| A73 | Wed, Aug-22 | 6:00 pm | Barr Homes 2 | Soccer Plus FC | 1 - 1 | Valhalla |
| Penalty Kicks | (4 - 3) | |||||
| A74 | Wed, Aug-22 | 6:00 pm | Caton's 2 | Portuguese Benfica | 3 - 2 | The Keg FC |
| A75 | Wed, Aug-22 | 6:00 pm | Woodbine 5 | AS Roma | 5 - 0 | Pilot House Nooners |
| A76 | Wed, Aug-22 | 8:00 pm | Woodbine 5 | Cataraqui I | 1 - 2 | Pilot House LCFC I |
| A77 | Fri, Aug-24 | 6:00 pm | W J Henderson | Soccer Plus FC | 1 - 0 | Pilot House LCFC I |
| B77 | Fri, Aug-24 | 6:00 pm | Caton's 2 | Cancoil Benfica | 1 - 2 | Ryatt United SC |
| B78 | Fri, Aug-24 | 6:00 pm | Barr Homes 2 | Napanee FC I | vs. | RealtySource Red Bull |
| Penalty Kicks | (3 - 4) | |||||
| C77 | Fri, Aug-24 | 6:00 pm | Woodbine 5 | JKL Rangers | 1 - 0 | Kingston Athletic |
| A78 | Fri, Aug-24 | 8:00 pm | W J Henderson | Portuguese Benfica | 2 - 1 | AS Roma |
| C78 | Fri, Aug-24 | 8:00 pm | Woodbine 5 | LCFC III Fanatics | 5 - 1 | Loyal Oarsman |
| C79 | Mon, Aug-27 | 6:00 pm | Barr Homes 1 | JKL Rangers | 0 - 3 | LCFC III Fanatics |
| B79 | Tue, Aug-28 | 6:00 pm | Barr Homes 2 | Ryatt United SC | 1 - 2 | RealtySource Red Bull |
| A79 | Wed, Aug-29 | 6:00 pm | Barr Homes 1 | Soccer Plus FC | 1 - 1 | Portuguese Benfica |
| Penalty Kicks | (3 - 5) |